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Isle of Wight
Head across the water for an island break. With secluded beaches, chalky cliffs and a coastline that features fossils and dinosaur footprints, the Isle of Wight has lots to offer. You'll also find gardens, forts and a windmill, in more than 5,000 acres of countryside.
With dog-friendly beaches on all sides of the island, the Isle of Wight is a great spot for a holiday with your dog.
Available in Cowes Week 2027
The next Cowes Week takes place from Saturday 31 July to Friday 6 August 2027. If you don’t want to stay in the bustling town, other cottages are all within a 40-minute drive of Cowes.
Mottistone Rose Cottage
A large private garden and roses tumbling across its stone front make this cottage a stunning place to stay.
Newtown Cabin
Set in a quiet backwater on the Newtown National Nature Reserve, this rustic, cosy cabin is surrounded by coastal paths and meadows, so it’s the perfect spot for a nature-filled break.
Chert
A light-filled, 70s-styled home with impressive sea views from its large balcony.
Stay in Cowes town for Cowes Week 2028...
Rosetta Cottage (sleeps 10) and East Rosetta Cottage (sleeps six) are right on the seafront in Cowes. They have a large garden where you can watch the regatta, or take the short walk into town for the celebrations. Bookings for late July and early August 2028 will open this August.
Featured cottages
From stone farm cottages to a converted club house and a rustic cabin, there are all sorts of holiday stays to choose from on the Isle of Wight.
A 70s-styled, modernist home
Chert is in the quiet residential area of St Lawrence, high on a wooded cliff with a large balcony. In half an hour, you can walk to vibrant Ventnor, with its arts scene and independent cafés, bars and restaurants. Sleeps four. Next door, Little Chert is full of original retro features from the formica bathroom to the sleek wall bed. Sleeps two.
Rosetta Cottage
The Rosetta Cottages are neighbours (Rosetta and East Rosetta) in a converted Victorian manor on the seafront at Cowes. You can walk into town and to the marina, and watch passing ships and yachts from your garden.
Old Church Lodge
A pretty Victorian cottage in its own walled garden, within walking distance to the beach.
The Old Club House
This former clubhouse is now a quirky holiday cottage with a verandah great for wildlife watching.
Surfing and cycling holidays on the Isle of Wight
Find a place to stay near a great surfing spot, or bring your bike and enjoy the island's cycle routes.
Surfing holidays on the Isle of Wight
For a surfing trip minus the crowds, head to the southern fringes of this small island. You can drive from one end to the other in less than an hour to scout for the best breaks.
Cycling on the Isle of Wight
The Isle of Wight is a top cycling destination, for routes from the hilly, 65-mile 'Round the island cycle route' to trails perfect for beginners and families. All cottages have private gardens with space to padlock your bike, and some have bike sheds or storage. Leave the car and bring your bike on the hovercraft, or there are cycle hire providers who will deliver all sorts of bikes to your cottage.. Image: Newtown Cabin on the Newtown National Nature Reserve
Travel offers for the Isle of Wight
Crossing the water is all part of the experience on an Isle of Wight holiday.
Book your ferry early as there can be high demand for popular crossing times at busy times of the year. There are currently three options available depending on your preferred route.
Wightlink Ferries
National Trust Holidays guests receive a 25% discount with Wightlink ferries between Lymington and Yarmouth, Portsmouth and Fishbourne and the catamaran between Portsmouth and Ryde (foot passenger service only). The discount is applied once you have selected the crossing times in Wightlink's booking system. Image: Knowles Farm Cottage, near Niton
Red Funnel Ferries
National Trust Holidays guests receive a 25% discount between Southampton and East Cowes in Red Funnel's booking system. The terms and conditions applicable to bookings made through this special arrangement via National Trust (Isle of Wight) are those relating to “Saver Fares”. By booking with Red Funnel, you are agreeing to be bound by their terms and conditions, as available on the Red Funnel website. Image: The OId Club House, near St Helens
Hovertravel
Foot passenger hovercraft service only from Portsmouth to Ryde. Image: Old Church Lodge, St Helens
Large and neighbouring cottages for group getaways
Choose a large, converted farmhouse, or smaller cottages right next to each other.
Mottistone Manor Farmhouse
Mottistone Manor Farmhouse has spacious rooms and a large garden, so family and friends can enjoy a holiday together. Compton Bay is just a five-minute drive away. Dog friendly. Sleeps 14.
Cottages on the Needles headland
Two holiday cottages - Pomone and Irex - perch high on the cliffs above Alum Bay, surrounded by sea views, chalk cliffs and open downland. Spot migrating birds by day and meteor showers by night. Pomone sleeps four and Irex sleeps five.